A reasonable onlooker might be able to tell that Kanga suffers from Social Anxiety Disorder. Kanga worries for her son, and about how she is going to survive as a single parent in the Hundred Acre Wood. And if Roo truly does have autism, it could cause her anxiety to intensify. This could be one of the reasons she likes to always have an eye on Roo, or have him tucked in her pouch.
If there was ever a case for a cartoon character to have OCD, Rabbit is the poster child. You can tell by the way that he has to have everything in his life constantly organized, and that any disruption of that organization causes him a lot of distress, that he likely suffers from OCD. He gets very agitated when his world isn't in perfect order around him.
Tigger is the poster-child of hyper-activity. The guy can't sit still for a moment, and he likes to make wildly impulsive decisions. Tigger also always assumes that everyone around him wants to be part of whatever he is doing.
8. Christopher Robin
As the only human to hang out in the Hundred Acre Wood, and all of the residents of the wood are his stuffed animals, it is easy to see that the world is figment of his imagination. Christopher Robin's imagination is beyond vivid, leading to the possibility that he suffers from schizophrenia. This doesn't mean that he hears and sees things that aren't there, but that his mind can split from reality. Hence the completely fabricated, and detailed world of the Hundred Acre Wood.
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